Pet-friendly holiday rentals in Leeward Settlement

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Top-rated pet-friendly home rentals in Leeward Settlement

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Superhost

Villa

4.89 out of 5 average rating, 108 reviews

Calico Villa

"CALICO VILLA is a luxurious Villa located in Grace Bay, just behind Coco Bistro & Coco Van. Grace Bay beach is a 2 minute ride by car, or approx a 12 minute walk. This Newly built 3 bed/3 bath Villa can accommodate up to 6 guests. You can relax by your own "Private Pool & Outdoor Shower" after a day at the beach! Each bedroom has its own bathroom & AC, Main floor AC! 2 Adjoining Upper outdoor balconies. Also a Rooftop Terrace! Fast Internet! Highly desired vacation Villa & Super Host Service!

Superhost

Apartment

4.8 out of 5 average rating, 112 reviews

Gated Condo in Grace Bay/ Short Walk to Everything

This charming studio in the heart of Grace Bay is exactly where you belong. We're just a short 2-minute walk from grocery store, restaurants, activities, medical center, the beach and all your immediate needs. Caicos Keys condo is brand new, with top of the line appliances, 60" smart TV with a fire stick connection, super fast wifi, brand new dishwasher, a washer/dryer, smart lock for main door, gated property, swimming pool and BBQ area. Anything you need, we got it or can supply on demand.

Guest favourite

Apartment

5 out of 5 average rating, 31 reviews

The ONE at Grace Bay

Discover paradise in our 2-bed, 2-bath condo nestled in the heart of Grace Bay! With its prime location, you'll be just steps away from the world-renowned, stunning turquoise waters and white sand beaches. Our condo offers a fully equipped kitchen, private patio, shared pool, BBQ area, and gym. Ideal for relaxation and exploration, immerse yourself in island life, local shops, and dining. Your perfect getaway begins here. Book now for an unforgettable experience. Follow @theoneatgracebay!

Guest favourite

Villa

5 out of 5 average rating, 37 reviews

Villa Bianca -2 BR w/pool, 5 min walk to Grace Bay

Immerse yourself in the idyllic charm of Turks & Caicos at Villa Bianca, an ocean view haven just a short stroll from the world-renowned Grace Bay Beach. This spacious and stylish villa caters to couples, families, and remote workers seeking a tranquil retreat amidst paradise. Unwind by the pool, bask in the tropical sun, or enjoy the outdoor lanai after a day of exploring the island's captivating beauty. Villa Bianca offers an unforgettable escape, where relaxation and adventure intertwine.

Guest favourite

Home

4.95 out of 5 average rating, 44 reviews

Hopewell Villa East/Pool & walk to Gracebay Beach

Located 5 minutes from GraceBay Beach, is Hopewell Villa East. This spacious 2 bedrooms 2 bath house is located just 2 streets from Grace Bay Beach and Coco Bistro Restaurant in a quiet, peaceful and safe residential neighborhood. If you are looking for a new, modern, clean, affordable, kids and family-friendly rental and minutes away from some of the most beautiful beaches in the world, look no further! **We have rental a car and van available. Please let me know of your interested.**

Superhost

Villa

4.84 out of 5 average rating, 80 reviews

BeachHaus Villa with ocean view and private pool

Newly renovated Villa. Enjoy breathtaking panoramic ocean views from your private terrace, or from your second floor master suite balcony in our bright and modern villa. Fully-equipped open concept kitchen featuring a gas range, and dishwasher. Reliable wifi. Master with , ensuite with rainforest and hand-shower, wood barn doors, and private balcony with outshower. Pool and outdoor living. Ideal for families. Safe, quiet and central neighborhood, 3 minute walk to the beach!

Guest favourite

Villa

4.96 out of 5 average rating, 46 reviews

Heart of Grace Bay 4 minutes walk from the beach

Luxurious, newly renovated villa in the heart of Grace Bay. The perfect space for larger families and friends traveling together. A Set in colorful landscaped gardens with a fully screened porch which is perfect for enjoying the beaming sunshine in the morning with a coffee or relaxing after a day at the beach. Enjoy the plunge pool and BBQ with your family or friends for a relaxing evening. The perfect place to make new memories and have a relaxing vacation. No chore check out!

Guest favourite

Villa

4.96 out of 5 average rating, 99 reviews

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Guest favourite

Home

4.95 out of 5 average rating, 109 reviews

Private Family Villa in Grace Bay w/pool + yard

Welcome to Villa Three O! When creating this space to share with guests, we were very intentional about how we wanted the home to feel + the convenience we want to be able to provide you with during your stay. Our goal is ensure our guests can arrive and begin to immediately relax and unwind in paradise. Whether you're a young family like ours, travelling with a group of couples or looking for the ultimate friends getaway, make Villa Three O your stay in Grace Bay!

Guest favourite

Rental unit

4.93 out of 5 average rating, 130 reviews

Poco Villa

Situated in the Discovery Bay Canal "Poco Villa" is a separated complete studio with a view of the canal and access to a freshwater pool and sun decK with bar and barbeque. The accommodation is a one a/c unit with a full kitchen living room and tv. Its a peacefull place surrounded by water. There are two units for rent on this property the other "Coco Villa" both being double occupancy. We do suggest our guests have a vehicle rental to explore the island.

Guest favourite

Guest house

4.97 out of 5 average rating, 100 reviews

"The Nest Cozy Cottage"

“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.

Superhost

Loft

4.88 out of 5 average rating, 153 reviews

Best deal on island! On the water w/pool!

♥♥ The studio is a secluded get-away place apart from the tourist areas. It overlooks the lake of Juba Sound National Park. The studio is only a 10-minute drive to the world-famous Grace Bay Beach and Longbay Beach (kiteboarding beach)! Restaurants and nightlife are also close by. The studio is in a secure, quiet location where you can relax and enjoy your vacation. This studio is ideal for singles, couples, and kiteboarders.